Your advice is sound, my ability to focus on such a task however… lol

Same idea as Jellyfin / Plex. Self hosted media server. Plex handles ssl certs for you, Emby doesn’t have an automatic process so I’m having to manually replace it every 90 days

I’m also having to manually cert every 3 months for my emby instance. It’s a minor inconvenience, but I’m definitely tempted to just buy a yearly.